ID: ALA4064111

Max Phase: Preclinical

Molecular Formula: C30H46O4

Molecular Weight: 470.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)17-25)16-20(31)23-27(5)10-9-22(32)26(3,4)21(27)8-11-29(23,28)7/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  ILTQYWVUOPDTOL-DBWGAYEVSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 470.69

Molecular Weight (Monoisotopic): 470.3396

AlogP: 6.41

#Rotatable Bonds: 1

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.58

CX Basic pKa:

CX LogP: 6.03

CX LogD: 3.29

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 3.23

References

1. Zhou M, Wang M, Zhong RF, Liao XM, Deng LL, Xu GB, He X, Li J, Li YJ, Liu T, Wang YL, Liao SG..  (2017)  Discovery and structure-activity relationship of auriculatone: A potent hepatoprotective agent against acetaminophen-induced liver injury.,  27  (16): [PMID:28729056] [10.1016/j.bmcl.2017.07.028]

2. Minassi A, Rogati F, Cruz C, Prados ME, Galera N, Jinénez C, Appendino G, Bellido ML, Calzado MA, Caprioglio D, Muñoz E..  (2018)  Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors.,  81  (10): [PMID:30350996] [10.1021/acs.jnatprod.8b00514]

3. Shen P, Zhang J, Zhu Y, Wang W, Yu B, Wang W..  (2020)  Microbial transformation of glycyrrhetinic acid derivatives by Bacillus subtilis ATCC 6633 and Bacillus megaterium CGMCC 1.1741.,  28  (11): [PMID:32299661] [10.1016/j.bmc.2020.115465]

Source

Source(1):

• Scientific Literature